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Compound Detail

CHEMBL272980

MOCETINOSTAT
🧪 Phase II
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🧪 Phase II
Nc1ccccc1NC(=O)c1ccc(CNc2nccc(-c3cccnc3)n2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL272980
Name MOCETINOSTAT
Phase Phase II
Structure Type MOL
InChI Key HRNLUBSXIHFDHP-UHFFFAOYSA-N

Known Names

MGCD-0103 MGCD0103 Mocetinostat
42
Targets
131
Activities
3
Assay Types
25
PK Parameters
20
Publications
3
Known Names
16
Indications
5
Mechanisms

Molecular Properties

396.4
MW (Da)
3.99
ALogP
6
HBA
3
HBD
105.8
PSA (Ų)
0.43
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -stat
USAN Year 2008

Extended Properties

Molecular Formula C23H20N6O
MW 396.45
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.45

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histone deacetylase 1 inhibitor INHIBITOR Histone deacetylase 1 ✓ ✓
Histone deacetylase 2 inhibitor INHIBITOR Histone deacetylase 2 ✓ ✓
Histone deacetylase 3 inhibitor INHIBITOR Histone deacetylase 3 ✓ ✓
Histone deacetylase 11 inhibitor INHIBITOR Histone deacetylase 11 ✓ ✓
Histone deacetylase 8 inhibitor INHIBITOR Histone deacetylase 8 ✓ ✓

Indications

Carcinoma, Non-Small-Cell Lung Hodgkin Disease Leiomyosarcoma Leukemia, Lymphocytic, Chronic, B-Cell Leukemia, Myeloid, Acute Lymphoma Myelodysplastic Syndromes Urinary Bladder Neoplasms Leukemia Lung Neoplasms Lymphoma, Follicular Melanoma Neoplasms Neoplasms Rhabdomyosarcoma Squamous Cell Carcinoma of Head and Neck

Activity Summary

IC50 125 meas. best 8.22
EC50 3 meas. best 6.35
Ki 3 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 8.22 6.8821 6.0 24
Histone deacetylase 1
CHEMBL325
 Ki 8.05 8.05 9.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.66 6.7964 22.0 11
Histone deacetylase 3/NCoR1
CHEMBL3038484
 IC50 7.66 7.66 22.0 1
ES-2
CHEMBL5058622
 IC50 7.6 7.6 25.0 1
Histone deacetylase 2
CHEMBL1937
 Ki 7.49 7.49 32.4 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 7.35 7.35 45.0 1
DOHH-2
CHEMBL2366181
 IC50 7.13 7.13 74.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.85 5.7445 142.0 11
Kasumi 1
CHEMBL613988
 IC50 6.82 6.82 151.0 1
Jurkat
CHEMBL397
 IC50 6.82 6.82 150.0 1
MV4-11
CHEMBL613835
 IC50 6.72 6.72 190.0 1
Histone deacetylase 3
CHEMBL1829
 Ki 6.58 6.58 265.0 1
CAKI-1
CHEMBL614067
 IC50 6.58 6.58 265.0 1
HCT-116
CHEMBL394
 IC50 6.54 6.3513 290.0 8
MIA PaCa-2
CHEMBL614725
 IC50 6.52 6.52 303.0 1
MDA-MB-231
CHEMBL400
 IC50 6.51 6.51 309.0 1
K562
CHEMBL385
 IC50 6.49 6.49 322.0 1
PC-9
CHEMBL614102
 IC50 6.46 6.46 345.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.44 5.997 360.0 10
NB-4
CHEMBL614188
 IC50 6.39 6.39 406.0 1
HL-60
CHEMBL383
 IC50 6.38 6.38 418.0 1
SW-620
CHEMBL612262
 IC50 6.38 6.38 419.0 1
HCT-116
CHEMBL394
 EC50 6.35 6.285 450.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 6.24 6.24 570.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 6.23 6.2275 590.0 4
NCI-N87
CHEMBL614197
 IC50 6.22 6.22 606.0 1
HeLa
CHEMBL399
 IC50 6.18 5.3725 660.0 4
Unchecked
CHEMBL612545
 IC50 6.18 6.18 657.0 1
DU-145
CHEMBL613508
 IC50 6.17 5.93 670.0 2
HepG2
CHEMBL395
 IC50 6.06 5.515 876.0 4
A549
CHEMBL392
 IC50 6.05 5.4489 900.0 9
ZR-75-1
CHEMBL614393
 IC50 5.95 5.95 1132.0 1
MCF7
CHEMBL387
 IC50 5.9 5.03 1260.0 5
HEK293
CHEMBL614818
 IC50 5.87 5.87 1338.0 1
PC-3
CHEMBL390
 IC50 5.86 5.86 1393.0 1
U-937
CHEMBL612794
 IC50 5.86 5.86 1370.0 1
T-24
CHEMBL614774
 EC50 5.86 5.86 1380.0 1
OCI-AML2
CHEMBL2366220
 IC50 5.81 5.81 1560.0 1
OCI-AML-3
CHEMBL4296479
 IC50 5.75 5.75 1790.0 1
MC-38
CHEMBL612821
 IC50 5.74 5.74 1840.0 1
SJSA-1
CHEMBL2366298
 IC50 5.44 5.44 3624.0 1
KARPAS-299
CHEMBL2366156
 IC50 5.38 5.38 4150.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.0 5.0 10000.0 2
HMEC
CHEMBL614734
 IC50 4.7 4.69 20000.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 4.46 4.46 35000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 0.071 microM.hr/mg/kg Mus musculus
AUC 0.63 microM.hr/mg/kg Rattus norvegicus
AUC 0.011 microM.hr/mg/kg Canis lupus familiaris
CL 71.67 mL.min-1.kg-1 Mus musculus
CL 28.33 mL.min-1.kg-1 Rattus norvegicus
CL 33.33 mL.min-1.kg-1 Canis lupus familiaris
F 12.0 % Mus musculus
F 47.0 % Rattus norvegicus
F 1.0 % Canis lupus familiaris
F 47.0 % Rattus norvegicus
F 12.0 % Mus musculus
T1/2 0.6 hr Mus musculus
T1/2 0.7 hr Rattus norvegicus
T1/2 1.3 hr Canis lupus familiaris
T1/2 0.5217 hr Rattus norvegicus
T1/2 0.63 hr Homo sapiens
T1/2 24.0 hr -
T1/2 24.0 hr -
T1/2 10.0 hr Mus musculus
T1/2 2.617 hr Mus musculus
T1/2 9.0 hr Homo sapiens
T1/2 0.5217 hr Rattus norvegicus
Tmax 0.25 hr Mus musculus
Tmax 0.59 hr Rattus norvegicus
Tmax 0.29 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 6.0 nM 8.22 Inhibition of Histone Deacetylase Enzymatic Activity: The following non-trypsin ... -
Histone deacetylase 1 Ki = 9.0 nM 8.05 Inhibition of human HDAC1 20139990
Histone deacetylase 2 IC50 = 22.0 nM 7.66 Inhibition of recombinant His-tagged HDAC2 (1 to 488) (unknown origin) using MAL... 23829483
Histone deacetylase 3/NCoR1 IC50 = 22.0 nM 7.66 Inhibition of recombinant HDAC3-NCoR1 (unknown origin) using MAL as substrate in... 23829483
Histone deacetylase 2 IC50 = 22.0 nM 7.66 Inhibition of His-tagged recombinant HDAC2 (1 to 488 residues) (unknown origin) ... 26287310
ES-2 IC50 = 25.0 nM 7.6 Antiproliferative activity against human ES2 cells assessed as reduction of cell... 36934335
Histone deacetylase 2 Ki = 32.4 nM 7.49 Inhibition of human HDAC2 20139990
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 45.0 nM 7.35 Inhibition of recombinant HDAC3/NCOR2 (unknown origin) pre-incubated for 3 hrs b... 26287310
Histone deacetylase 1 IC50 = 68.2 nM 7.17 Inhibition of HDAC1 (unknown origin) assessed as release of 7-amino-4-methylcoum... 34783558
DOHH-2 IC50 = 74.0 nM 7.13 Antiproliferative activity against human DOHH-2 cells assessed as reduction of c... 36934335
Histone deacetylase 1 IC50 = 83.0 nM 7.08 Inhibition of HDAC1 (unknown origin) 36934335
Histone deacetylase 1 IC50 = 85.0 nM 7.07 Inhibition of HDAC1 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
Histone deacetylase 1 IC50 = 86.3 nM 7.06 Inhibition of HDAC1 (unknown origin) using trypsin and LGK(Ac)-AMC as substrates... 35390714
Histone deacetylase 1 IC50 = 98.0 nM 7.01 Inhibition of recombinant C-terminal FLAG-tagged HDAC1 (unknown origin) expresse... 23829483
Histone deacetylase 1 IC50 = 98.0 nM 7.01 Inhibition of C-flagged recombinant HDAC1 (unknown origin) pre-incubated for 1 h... 26287310
Histone deacetylase 1 IC50 = 102.0 nM 6.99 Inhibition of human recombinant HDAC1 expressed in Sf9 cells incubated for 2 hrs... 23009203
Histone deacetylase 1 IC50 = 102.0 nM 6.99 Inhibition Assay: HDAC inhibition assays were performed by Reaction Biology Corp... -
Histone deacetylase 1 IC50 = 102.0 nM 6.99 HDAC Inhibition Assays: HDAC inhibition assays were performed by Reaction Biolog... -
Histone deacetylase 1 IC50 = 102.0 nM 6.99 Inhibition Assay: HDAC inhibition assays were performed by Reaction Biology Corp... -
Histone deacetylase 1 IC50 = 102.0 nM 6.99 Inhibition Assay: HDAC inhibition assays were performed by Reaction Biology Corp... -

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C5MD00247H HeLa 16
23829483 10.1021/jm400634n Jurkat 9
25805446 10.1016/j.ejmech.2015.03.035 NON-PROTEIN TARGET 7
18570366 10.1021/jm800251w Rattus norvegicus 7
18570366 10.1021/jm800251w Canis familiaris 7
18570366 10.1021/jm800251w Mus musculus 7
36934335 10.1021/acs.jmedchem.2c01985 Unchecked 6
28218840 10.1021/acs.jmedchem.6b01507 Leukotriene A-4 hydrolase 5
26287310 10.1021/acs.jmedchem.5b00545 U-937 4
18570366 10.1021/jm800251w HCT-116 4
33691794 10.1186/s13148-021-01037-1 A549 4
18570366 10.1021/jm800251w DU-145 4
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
36934335 10.1021/acs.jmedchem.2c01985 HCT-116 4
26287310 10.1021/acs.jmedchem.5b00545 PC-3 4
36934335 10.1021/acs.jmedchem.2c01985 MC-38 3
- 10.1039/C5MD00247H NON-PROTEIN TARGET 3
26287310 10.1021/acs.jmedchem.5b00545 No relevant target 3
- 10.1039/C5MD00247H HepG2 3

Data from ChEMBL 36 via Core Engine